#------------------------------------------------------------------------------
#$Date: 2017-07-05 00:29:34 +0300 (Wed, 05 Jul 2017) $
#$Revision: 198437 $
#$URL: file:///home/coder/svn-repositories/cod/cif/1/54/61/1546197.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_1546197
loop_
_publ_author_name
'Kurata, Ryohei'
'Sakamaki, Daisuke'
'Ito, Akihiro'
_publ_section_title
;
 Tetraaza[1.1.1.1]m,p,m,p-cyclophane Diradical Dications Revisited: Tuning
 Spin States by Confronted Arenes.
;
_journal_issue                   12
_journal_name_full               'Organic letters'
_journal_page_first              3115
_journal_page_last               3118
_journal_paper_doi               10.1021/acs.orglett.7b01229
_journal_volume                  19
_journal_year                    2017
_chemical_formula_moiety         'C81.02 H72.05 Cl4.05 F12 N4 O8 Sb2'
_chemical_formula_sum            'C81.02 H72.05 Cl4.05 F12 N4 O8 Sb2'
_chemical_formula_weight         1844.84
_space_group_crystal_system      monoclinic
_space_group_IT_number           14
_space_group_name_Hall           '-P 2ybc'
_space_group_name_H-M_alt        'P 1 21/c 1'
_symmetry_space_group_name_Hall  '-P 2ybc'
_symmetry_space_group_name_H-M   'P 1 21/c 1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     direct
_atom_sites_solution_secondary   difmap
_cell_angle_alpha                90.0000
_cell_angle_beta                 104.5550(17)
_cell_angle_gamma                90.0000
_cell_formula_units_Z            2
_cell_length_a                   13.5017(3)
_cell_length_b                   18.3754(2)
_cell_length_c                   16.0677(2)
_cell_measurement_reflns_used    14691
_cell_measurement_temperature    93
_cell_measurement_theta_max      73.55
_cell_measurement_theta_min      3.39
_cell_volume                     3858.45(11)
_computing_cell_refinement       'CrysAlisPro 1.171.38.41g (Rigaku OD, 2015)'
_computing_data_collection       'CrysAlisPro 1.171.38.41g (Rigaku OD, 2015)'
_computing_data_reduction        'CrysAlisPro 1.171.38.41g (Rigaku OD, 2015)'
_computing_molecular_graphics    'CrystalStructure 4.2.1'
_computing_publication_material  'CrystalStructure 4.2.1 (Rigaku, 2016)'
_computing_structure_refinement  'SHELXL Version 2014/7 (Sheldrick, 2008)'
_computing_structure_solution    'SHELXT Version 2014/5 (Sheldrick, 2014)'
_diffrn_ambient_temperature      93
_diffrn_detector_area_resol_mean 5.811
_diffrn_measured_fraction_theta_full 0.999
_diffrn_measured_fraction_theta_max 0.999
_diffrn_measurement_device_type  'Rigaku XtaLAB P200'
_diffrn_measurement_method       ω
_diffrn_radiation_type           'Cu K\a'
_diffrn_radiation_wavelength     1.54187
_diffrn_reflns_av_R_equivalents  0.0554
_diffrn_reflns_Laue_measured_fraction_full 0.999
_diffrn_reflns_Laue_measured_fraction_max 0.999
_diffrn_reflns_limit_h_max       16
_diffrn_reflns_limit_h_min       -16
_diffrn_reflns_limit_k_max       22
_diffrn_reflns_limit_k_min       -22
_diffrn_reflns_limit_l_max       16
_diffrn_reflns_limit_l_min       -19
_diffrn_reflns_number            30284
_diffrn_reflns_point_group_measured_fraction_full 0.999
_diffrn_reflns_point_group_measured_fraction_max 0.999
_diffrn_reflns_theta_full        67.687
_diffrn_reflns_theta_max         68.245
_diffrn_reflns_theta_min         3.382
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    7.591
_exptl_absorpt_correction_T_max  0.927
_exptl_absorpt_correction_T_min  0.471
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
;
CrysAlisPro 1.171.38.41g (Rigaku Oxford Diffraction, 2015)
Empirical absorption correction using spherical harmonics,
 implemented in SCALE3 ABSPACK scaling algorithm.
;
_exptl_crystal_colour            green
_exptl_crystal_density_diffrn    1.588
_exptl_crystal_density_method    'not measured'
_exptl_crystal_description       block
_exptl_crystal_F_000             1858.04
_exptl_crystal_size_max          0.050
_exptl_crystal_size_mid          0.045
_exptl_crystal_size_min          0.010
_refine_diff_density_max         0.93
_refine_diff_density_min         -0.77
_refine_ls_extinction_method     none
_refine_ls_goodness_of_fit_ref   1.029
_refine_ls_hydrogen_treatment    constr
_refine_ls_number_parameters     611
_refine_ls_number_reflns         7062
_refine_ls_number_restraints     642
_refine_ls_R_factor_all          0.0559
_refine_ls_R_factor_gt           0.0475
_refine_ls_shift/su_max          0.001
_refine_ls_structure_factor_coef Fsqd
_refine_ls_weighting_details
'w = 1/[σ²(Fo²)+(0.0723P)²+4.0363P] where P=(Fo²+2Fc²)/3'
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_gt          0.1276
_refine_ls_wR_factor_ref         0.1337
_reflns_Friedel_coverage         0.000
_reflns_number_gt                5966
_reflns_number_total             7062
_reflns_threshold_expression     F²>2.0σ(F²)
_cod_data_source_file            ol7b01229_si_004.cif
_cod_data_source_block           2b_sbf6
_cod_depositor_comments
'Adding full bibliography for 1546197--1546198.cif.'
_cod_database_code               1546197
loop_
_space_group_symop_id
_space_group_symop_operation_xyz
1 +X,+Y,+Z
2 -X,1/2+Y,1/2-Z
3 -X,-Y,-Z
4 +X,-1/2-Y,-1/2+Z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_adp_type
_atom_site_occupancy
_atom_site_site_symmetry_order
_atom_site_calc_flag
_atom_site_refinement_flags_posn
_atom_site_refinement_flags_adp
_atom_site_refinement_flags_occupancy
_atom_site_disorder_assembly
_atom_site_disorder_group
O8 O 1.0117(3) 0.7679(2) 0.8881(3) 0.0825(13) Uani 1 1 d . . . . .
O9 O 0.6898(2) 0.58123(15) 0.72160(17) 0.0437(6) Uani 1 1 d . . . . .
O10 O 0.3227(2) 0.58091(15) 0.64079(17) 0.0451(6) Uani 1 1 d . . . . .
O11 O -0.0095(3) 0.7510(3) 0.6448(3) 0.0923(15) Uani 1 1 d . . . . .
N12 N 0.3204(2) 0.58183(16) 0.8117(2) 0.0367(7) Uani 1 1 d . . . . .
N13 N 0.6872(2) 0.58393(16) 0.89107(19) 0.0353(7) Uani 1 1 d . . . . .
C14 C 0.4118(3) 0.58541(18) 0.7863(2) 0.0342(8) Uani 1 1 d . . . . .
C15 C 0.2342(3) 0.6248(2) 0.7729(2) 0.0399(8) Uani 1 1 d . . . . .
C16 C 0.5061(3) 0.5890(2) 0.6754(2) 0.0390(8) Uani 1 1 d . . . . .
H16 H 0.5067 0.5922 0.6178 0.047 Uiso 1 1 calc R U . . .
C17 C 0.3166(3) 0.5350(2) 1.0384(2) 0.0359(8) Uani 1 1 d . . . . .
C18 C 0.5965(3) 0.58624(18) 0.8265(2) 0.0340(8) Uani 1 1 d . . . . .
C19 C 0.3141(3) 0.45896(19) 1.0299(2) 0.0339(8) Uani 1 1 d . . . . .
C20 C 0.3198(3) 0.5716(2) 1.1172(3) 0.0434(9) Uani 1 1 d . . . . .
H20 H 0.3109 0.5454 1.1643 0.052 Uiso 1 1 calc R U . . .
C21 C 0.7717(3) 0.6296(2) 0.8921(2) 0.0394(8) Uani 1 1 d . . . . .
C22 C 0.3212(3) 0.42175(19) 0.9564(2) 0.0352(8) Uani 1 1 d . . . . .
C23 C 0.5979(3) 0.58676(19) 0.7380(2) 0.0381(8) Uani 1 1 d . . . . .
C24 C 0.3217(3) 0.4639(2) 0.8815(2) 0.0367(8) Uani 1 1 d . . . . .
C25 C 0.4142(3) 0.58638(19) 0.6977(2) 0.0393(8) Uani 1 1 d . . . . .
C26 C 0.5037(3) 0.58397(18) 0.8480(2) 0.0339(8) Uani 1 1 d . . . . .
H26 H 0.5031 0.5814 0.9057 0.041 Uiso 1 1 calc R U . . .
C27 C 0.3220(3) 0.57641(19) 0.9643(2) 0.0353(8) Uani 1 1 d . . . . .
C28 C 0.3363(3) 0.3445(2) 0.9541(3) 0.0409(9) Uani 1 1 d . . . . .
H28 H 0.3378 0.3164 1.0025 0.049 Uiso 1 1 calc R U . . .
C29 C 0.3185(3) 0.54025(19) 0.8869(2) 0.0337(8) Uani 1 1 d . . . . .
C30 C 0.3374(3) 0.6532(2) 0.9743(3) 0.0417(9) Uani 1 1 d . . . . .
H30 H 0.3415 0.6813 0.9272 0.050 Uiso 1 1 calc R U . . .
C31 C 0.3285(3) 0.4265(2) 0.8059(3) 0.0444(9) Uani 1 1 d . . . . .
H31 H 0.3230 0.4525 0.7553 0.053 Uiso 1 1 calc R U . . .
C32 C 0.7560(3) 0.6971(2) 0.8518(3) 0.0455(9) Uani 1 1 d . . . . .
H32 H 0.6900 0.7125 0.8252 0.055 Uiso 1 1 calc R U . . .
C33 C 0.2478(3) 0.6929(2) 0.7383(3) 0.0461(9) Uani 1 1 d . . . . .
H33 H 0.3136 0.7106 0.7432 0.055 Uiso 1 1 calc R U . . .
C34 C 0.1648(4) 0.7339(3) 0.6974(3) 0.0581(12) Uani 1 1 d . . . . .
H34 H 0.1735 0.7792 0.6746 0.070 Uiso 1 1 calc R U . . .
C35 C 0.8699(3) 0.6091(2) 0.9355(3) 0.0515(10) Uani 1 1 d . . . . .
H35 H 0.8803 0.5647 0.9641 0.062 Uiso 1 1 calc R U . . .
C36 C 0.8381(4) 0.7411(3) 0.8515(3) 0.0600(13) Uani 1 1 d . . . . .
H36 H 0.8280 0.7855 0.8229 0.072 Uiso 1 1 calc R U . . .
C37 C 0.3486(4) 0.3124(2) 0.8809(3) 0.0487(10) Uani 1 1 d . . . . .
H37 H 0.3608 0.2626 0.8804 0.058 Uiso 1 1 calc R U . . .
C38 C 0.3460(4) 0.6855(2) 1.0513(3) 0.0504(10) Uani 1 1 d . . . . .
H38 H 0.3588 0.7352 1.0570 0.060 Uiso 1 1 calc R U . . .
C39 C 0.3430(4) 0.3534(2) 0.8063(3) 0.0500(11) Uani 1 1 d . . . . .
H39 H 0.3493 0.3303 0.7564 0.060 Uiso 1 1 calc R U . . .
C40 C 0.1377(4) 0.5995(3) 0.7697(3) 0.0599(12) Uani 1 1 d . . . . .
H40 H 0.1291 0.5553 0.7953 0.072 Uiso 1 1 calc R U . . .
C41 C 0.6937(4) 0.5745(3) 0.6327(3) 0.0529(11) Uani 1 1 d . . . . .
H41A H 0.6690 0.6185 0.6024 0.063 Uiso 1 1 calc R U . . .
H41B H 0.6518 0.5343 0.6066 0.063 Uiso 1 1 calc R U . . .
H41C H 0.7631 0.5661 0.6302 0.063 Uiso 1 1 calc R U . . .
C42 C 0.3359(4) 0.6447(2) 1.1236(3) 0.0514(11) Uani 1 1 d . . . . .
H42 H 0.3402 0.6681 1.1757 0.062 Uiso 1 1 calc R U . . .
C43 C 0.9355(4) 0.7195(3) 0.8935(3) 0.0604(12) Uani 1 1 d . . . . .
C44 C 0.9521(4) 0.6536(3) 0.9367(3) 0.0572(12) Uani 1 1 d . . . . .
H44 H 1.0178 0.6398 0.9661 0.069 Uiso 1 1 calc R U . . .
C45 C 0.3209(4) 0.5786(3) 0.5507(3) 0.0532(11) Uani 1 1 d . . . . .
H45A H 0.3608 0.5381 0.5400 0.064 Uiso 1 1 calc R U . . .
H45B H 0.3490 0.6229 0.5348 0.064 Uiso 1 1 calc R U . . .
H45C H 0.2515 0.5732 0.5173 0.064 Uiso 1 1 calc R U . . .
C46 C 0.0675(4) 0.7061(3) 0.6907(4) 0.0714(15) Uani 1 1 d . . . . .
C47 C 1.1131(4) 0.7490(4) 0.9323(4) 0.0808(18) Uani 1 1 d . . . . .
H47A H 1.1289 0.7014 0.9146 0.097 Uiso 1 1 calc R U . . .
H47B H 1.1191 0.7490 0.9931 0.097 Uiso 1 1 calc R U . . .
H47C H 1.1600 0.7838 0.9191 0.097 Uiso 1 1 calc R U . . .
C48 C 0.0530(4) 0.6401(4) 0.7279(4) 0.0739(16) Uani 1 1 d . . . . .
H48 H -0.0128 0.6233 0.7249 0.089 Uiso 1 1 calc R U . . .
C49 C -0.1110(5) 0.7231(6) 0.6272(6) 0.127(4) Uani 1 1 d . . . . .
H49A H -0.1351 0.7248 0.6785 0.152 Uiso 1 1 calc R U . . .
H49B H -0.1114 0.6736 0.6079 0.152 Uiso 1 1 calc R U . . .
H49C H -0.1550 0.7519 0.5832 0.152 Uiso 1 1 calc R U . . .
C2 C -0.1371(8) 0.5583(6) 0.4382(7) 0.072(3) Uiso 0.5 1 d D . P A -1
H2A H -0.1298 0.5695 0.3817 0.108 Uiso 0.5 1 calc R U P A -1
H2B H -0.1338 0.6024 0.4709 0.108 Uiso 0.5 1 calc R U P A -1
H2C H -0.2018 0.5349 0.4338 0.108 Uiso 0.5 1 calc R U P A -1
C3 C -0.0519(6) 0.5080(4) 0.4827(5) 0.081(3) Uiso 0.5 1 d DG . P A -1
C4 C -0.0533(7) 0.4353(4) 0.4584(6) 0.113(5) Uiso 0.5 1 d DG . P A -1
H4 H -0.1082 0.4172 0.4164 0.135 Uiso 0.5 1 calc R U P A -1
C5 C 0.0273(8) 0.3897(4) 0.4970(7) 0.115(5) Uiso 0.5 1 d G . P A -1
H5 H 0.0263 0.3411 0.4808 0.138 Uiso 0.5 1 calc R U P A -1
C6 C 0.1093(7) 0.4167(6) 0.5599(6) 0.091(4) Uiso 0.5 1 d G . P A -1
H6 H 0.1632 0.3862 0.5858 0.109 Uiso 0.5 1 calc R U P A -1
C7 C 0.1107(7) 0.4894(6) 0.5842(6) 0.116(5) Uiso 0.5 1 d G . P A -1
H7 H 0.1656 0.5075 0.6263 0.139 Uiso 0.5 1 calc R U P A -1
C8 C 0.0301(7) 0.5350(4) 0.5456(6) 0.130(6) Uiso 0.5 1 d DG . P A -1
H8 H 0.0311 0.5836 0.5619 0.156 Uiso 0.5 1 calc R U P A -1
Sb1 Sb 0.49945(6) 0.64652(6) 0.38747(7) 0.0388(3) Uani 0.793(4) 1 d D U P B 1
F1 F 0.5049(4) 0.5653(3) 0.4588(3) 0.0575(12) Uani 0.793(4) 1 d D U P B 1
F2 F 0.4944(4) 0.7282(3) 0.3166(3) 0.0634(13) Uani 0.793(4) 1 d D U P B 1
F3 F 0.6410(3) 0.6485(3) 0.4117(3) 0.0887(15) Uani 0.793(4) 1 d D U P B 1
F4 F 0.5021(4) 0.70634(19) 0.4813(2) 0.0825(13) Uani 0.793(4) 1 d D U P B 1
F5 F 0.3570(3) 0.6456(3) 0.3617(3) 0.0931(16) Uani 0.793(4) 1 d D U P B 1
F6 F 0.4939(4) 0.58516(19) 0.2948(2) 0.0787(13) Uani 0.793(4) 1 d D U P B 1
Sb1B Sb 0.4992(4) 0.6487(2) 0.3894(3) 0.0678(19) Uani 0.207(4) 1 d D U P B 2
F1B F 0.5004(13) 0.5757(8) 0.4713(10) 0.056(4) Uani 0.207(4) 1 d D U P B 2
F2B F 0.4991(14) 0.7197(8) 0.3081(10) 0.061(4) Uani 0.207(4) 1 d D U P B 2
F3B F 0.5962(12) 0.5947(8) 0.3511(10) 0.077(3) Uani 0.207(4) 1 d D U P B 2
F4B F 0.6042(14) 0.6946(8) 0.4687(9) 0.094(4) Uani 0.207(4) 1 d D U P B 2
F5B F 0.3913(13) 0.6924(8) 0.4216(11) 0.087(3) Uani 0.207(4) 1 d D U P B 2
F6B F 0.4037(13) 0.5940(7) 0.3107(8) 0.078(3) Uani 0.207(4) 1 d D U P B 2
C1 C 0.0219(9) 0.9099(15) 0.7395(10) 0.121(3) Uani 0.420(5) 1 d D U P C 1
H1A H -0.0243 0.9315 0.7701 0.145 Uiso 0.420(5) 1 calc R U P C 1
H1B H 0.0018 0.8598 0.7256 0.145 Uiso 0.420(5) 1 calc R U P C 1
Cl1 Cl 0.1496(4) 0.9152(3) 0.8006(3) 0.1041(17) Uani 0.420(5) 1 d D U P C 1
Cl2 Cl 0.0226(8) 0.9603(5) 0.6454(4) 0.157(3) Uani 0.420(5) 1 d D U P C 1
C1B C 0.0330(12) 0.911(2) 0.7705(14) 0.111(4) Uani 0.295(4) 1 d D U P D 2
H1B1 H 0.0290 0.9321 0.8249 0.133 Uiso 0.295(4) 1 calc R U P D 2
H1B2 H 0.0644 0.8632 0.7819 0.133 Uiso 0.295(4) 1 calc R U P D 2
Cl1B Cl 0.1072(5) 0.9670(3) 0.7205(6) 0.108(2) Uani 0.295(4) 1 d D U P D 2
Cl2B Cl -0.0917(4) 0.9025(3) 0.7012(5) 0.097(2) Uani 0.295(4) 1 d D U P D 2
C1C C 0.032(3) 0.8939(6) 0.7568(7) 0.111(4) Uani 0.297(5) 1 d D U P E 3
H1C1 H -0.0190 0.8622 0.7714 0.133 Uiso 0.297(5) 1 calc R U P E 3
H1C2 H 0.0887 0.8636 0.7519 0.133 Uiso 0.297(5) 1 calc R U P E 3
Cl1C Cl 0.0753(4) 0.9553(3) 0.8422(3) 0.0787(18) Uani 0.297(5) 1 d D U P E 3
Cl2C Cl -0.0230(8) 0.9333(4) 0.6547(4) 0.112(2) Uani 0.297(5) 1 d D U P E 3
loop_
_atom_type_symbol
_atom_type_description
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_source
C C 0.0181 0.0091
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
H H 0.0000 0.0000
;
International Tables for Crystallography
(Vol. C, Table 6.1.1.4)
;
F F 0.0727 0.0534
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
N N 0.0311 0.0180
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
O O 0.0492 0.0322
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Sb Sb -0.0562 5.8946
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
Cl Cl 0.3639 0.7018
;
International Tables for Crystallography
(Vol. C, Tables 4.2.6.8 and 6.1.1.4)
;
loop_
_geom_angle_atom_site_label_1
_geom_angle_atom_site_label_2
_geom_angle_atom_site_label_3
_geom_angle
_geom_angle_site_symmetry_3
C43 O8 C47 116.9(4) .
C23 O9 C41 117.9(3) .
C25 O10 C45 117.9(3) .
C46 O11 C49 116.5(6) .
C14 N12 C15 122.4(3) .
C14 N12 C29 118.4(3) .
C15 N12 C29 118.7(3) .
C18 N13 C21 123.2(3) .
C18 N13 C19 116.9(3) 3_667
C21 N13 C19 118.9(3) 3_667
C26 C14 N12 119.4(3) .
C26 C14 C25 118.2(4) .
N12 C14 C25 122.2(3) .
C40 C15 C33 120.4(4) .
C40 C15 N12 119.7(4) .
C33 C15 N12 119.8(4) .
C25 C16 C23 120.7(4) .
C25 C16 H16 119.6 .
C23 C16 H16 119.6 .
C19 C17 C20 123.4(3) .
C19 C17 C27 117.1(3) .
C20 C17 C27 119.4(3) .
C26 C18 N13 119.7(3) .
C26 C18 C23 119.3(3) .
N13 C18 C23 120.9(3) .
C22 C19 C17 124.5(3) .
C22 C19 N13 118.7(3) 3_667
C17 C19 N13 116.6(3) 3_667
C42 C20 C17 120.1(4) .
C42 C20 H20 119.9 .
C17 C20 H20 119.9 .
C35 C21 C32 119.4(4) .
C35 C21 N13 120.8(4) .
C32 C21 N13 119.7(4) .
C19 C22 C24 117.7(3) .
C19 C22 C28 123.3(3) .
C24 C22 C28 118.9(3) .
O9 C23 C16 124.4(3) .
O9 C23 C18 116.2(3) .
C16 C23 C18 119.3(4) .
C29 C24 C31 123.0(3) .
C29 C24 C22 118.8(3) .
C31 C24 C22 118.2(3) .
O10 C25 C16 124.1(4) .
O10 C25 C14 115.4(4) .
C16 C25 C14 120.4(4) .
C14 C26 C18 121.8(3) .
C14 C26 H26 119.1 .
C18 C26 H26 119.1 .
C29 C27 C17 119.3(3) .
C29 C27 C30 122.7(4) .
C17 C27 C30 117.9(3) .
C37 C28 C22 119.9(4) .
C37 C28 H28 120.0 .
C22 C28 H28 120.0 .
C27 C29 C24 122.2(3) .
C27 C29 N12 119.4(3) .
C24 C29 N12 118.1(3) .
C38 C30 C27 120.9(4) .
C38 C30 H30 119.6 .
C27 C30 H30 119.6 .
C39 C31 C24 121.1(4) .
C39 C31 H31 119.5 .
C24 C31 H31 119.5 .
C36 C32 C21 119.8(4) .
C36 C32 H32 120.1 .
C21 C32 H32 120.1 .
C34 C33 C15 120.5(4) .
C34 C33 H33 119.8 .
C15 C33 H33 119.8 .
C33 C34 C46 118.6(5) .
C33 C34 H34 120.7 .
C46 C34 H34 120.7 .
C44 C35 C21 120.9(4) .
C44 C35 H35 119.6 .
C21 C35 H35 119.6 .
C32 C36 C43 120.1(4) .
C32 C36 H36 119.9 .
C43 C36 H36 119.9 .
C28 C37 C39 120.9(4) .
C28 C37 H37 119.6 .
C39 C37 H37 119.6 .
C30 C38 C42 121.0(4) .
C30 C38 H38 119.5 .
C42 C38 H38 119.5 .
C31 C39 C37 120.8(4) .
C31 C39 H39 119.6 .
C37 C39 H39 119.6 .
C15 C40 C48 119.6(5) .
C15 C40 H40 120.2 .
C48 C40 H40 120.2 .
O9 C41 H41A 109.5 .
O9 C41 H41B 109.5 .
H41A C41 H41B 109.5 .
O9 C41 H41C 109.5 .
H41A C41 H41C 109.5 .
H41B C41 H41C 109.5 .
C20 C42 C38 120.4(4) .
C20 C42 H42 119.8 .
C38 C42 H42 119.8 .
C36 C43 O8 114.8(4) .
C36 C43 C44 120.8(4) .
O8 C43 C44 124.5(5) .
C35 C44 C43 119.0(4) .
C35 C44 H44 120.5 .
C43 C44 H44 120.5 .
O10 C45 H45A 109.5 .
O10 C45 H45B 109.5 .
H45A C45 H45B 109.5 .
O10 C45 H45C 109.5 .
H45A C45 H45C 109.5 .
H45B C45 H45C 109.5 .
O11 C46 C48 125.5(6) .
O11 C46 C34 113.0(5) .
C48 C46 C34 121.5(5) .
O8 C47 H47A 109.5 .
O8 C47 H47B 109.5 .
H47A C47 H47B 109.5 .
O8 C47 H47C 109.5 .
H47A C47 H47C 109.5 .
H47B C47 H47C 109.5 .
C46 C48 C40 119.3(5) .
C46 C48 H48 120.4 .
C40 C48 H48 120.4 .
O11 C49 H49A 109.5 .
O11 C49 H49B 109.5 .
H49A C49 H49B 109.5 .
O11 C49 H49C 109.5 .
H49A C49 H49C 109.5 .
H49B C49 H49C 109.5 .
C3 C2 H2A 109.5 .
C3 C2 H2B 109.5 .
H2A C2 H2B 109.5 .
C3 C2 H2C 109.5 .
H2A C2 H2C 109.5 .
H2B C2 H2C 109.5 .
C4 C3 C8 120.0 .
C4 C3 C2 120.0(4) .
C8 C3 C2 119.9(4) .
C5 C4 C3 120.0 .
C5 C4 H4 120.0 .
C3 C4 H4 120.0 .
C4 C5 C6 120.0 .
C4 C5 H5 120.0 .
C6 C5 H5 120.0 .
C5 C6 C7 120.0 .
C5 C6 H6 120.0 .
C7 C6 H6 120.0 .
C8 C7 C6 120.0 .
C8 C7 H7 120.0 .
C6 C7 H7 120.0 .
C7 C8 C3 120.0 .
C7 C8 H8 120.0 .
C3 C8 H8 120.0 .
F3 Sb1 F6 90.7(3) .
F3 Sb1 F4 90.5(3) .
F6 Sb1 F4 178.3(2) .
F3 Sb1 F5 179.12(19) .
F6 Sb1 F5 89.1(3) .
F4 Sb1 F5 89.7(3) .
F3 Sb1 F1 90.4(2) .
F6 Sb1 F1 89.7(2) .
F4 Sb1 F1 89.2(2) .
F5 Sb1 F1 90.5(2) .
F3 Sb1 F2 89.4(2) .
F6 Sb1 F2 90.6(2) .
F4 Sb1 F2 90.5(2) .
F5 Sb1 F2 89.7(2) .
F1 Sb1 F2 179.7(3) .
F2B Sb1B F5B 91.8(5) .
F2B Sb1B F4B 91.7(5) .
F5B Sb1B F4B 97.5(10) .
F2B Sb1B F6B 91.4(5) .
F5B Sb1B F6B 88.0(9) .
F4B Sb1B F6B 173.6(9) .
F2B Sb1B F3B 91.0(5) .
F5B Sb1B F3B 172.4(9) .
F4B Sb1B F3B 89.4(10) .
F6B Sb1B F3B 84.9(9) .
F2B Sb1B F1B 179.2(7) .
F5B Sb1B F1B 89.0(5) .
F4B Sb1B F1B 88.4(5) .
F6B Sb1B F1B 88.4(5) .
F3B Sb1B F1B 88.2(5) .
Cl1 C1 Cl2 103.4(6) .
Cl1 C1 H1A 111.1 .
Cl2 C1 H1A 111.1 .
Cl1 C1 H1B 111.1 .
Cl2 C1 H1B 111.1 .
H1A C1 H1B 109.0 .
Cl1B C1B Cl2B 108.8(6) .
Cl1B C1B H1B1 109.9 .
Cl2B C1B H1B1 109.9 .
Cl1B C1B H1B2 109.9 .
Cl2B C1B H1B2 109.9 .
H1B1 C1B H1B2 108.3 .
Cl1C C1C Cl2C 116.0(7) .
Cl1C C1C H1C1 108.3 .
Cl2C C1C H1C1 108.3 .
Cl1C C1C H1C2 108.3 .
Cl2C C1C H1C2 108.3 .
H1C1 C1C H1C2 107.4 .
loop_
_geom_bond_atom_site_label_1
_geom_bond_atom_site_label_2
_geom_bond_distance
_geom_bond_site_symmetry_2
O8 C43 1.379(6) .
O8 C47 1.418(7) .
O9 C23 1.334(5) .
O9 C41 1.448(5) .
O10 C25 1.342(5) .
O10 C45 1.442(5) .
O11 C46 1.386(6) .
O11 C49 1.424(9) .
N12 C14 1.393(5) .
N12 C15 1.415(5) .
N12 C29 1.436(5) .
N13 C18 1.392(5) .
N13 C21 1.413(5) .
N13 C19 1.498(4) 3_667
C14 C26 1.380(5) .
C14 C25 1.433(5) .
C15 C40 1.372(6) .
C15 C33 1.401(6) .
C16 C25 1.377(6) .
C16 C23 1.386(6) .
C16 H16 0.9300 .
C17 C19 1.403(5) .
C17 C20 1.425(5) .
C17 C27 1.430(5) .
C18 C26 1.382(5) .
C18 C23 1.427(5) .
C19 C22 1.390(5) .
C19 N13 1.498(4) 3_667
C20 C42 1.361(6) .
C20 H20 0.9300 .
C21 C35 1.385(6) .
C21 C32 1.391(6) .
C22 C24 1.432(5) .
C22 C28 1.437(5) .
C24 C29 1.407(5) .
C24 C31 1.418(5) .
C26 H26 0.9300 .
C27 C29 1.401(5) .
C27 C30 1.430(5) .
C28 C37 1.362(6) .
C28 H28 0.9300 .
C30 C38 1.350(6) .
C30 H30 0.9300 .
C31 C39 1.357(6) .
C31 H31 0.9300 .
C32 C36 1.373(6) .
C32 H32 0.9300 .
C33 C34 1.373(6) .
C33 H33 0.9300 .
C34 C46 1.388(8) .
C34 H34 0.9300 .
C35 C44 1.375(7) .
C35 H35 0.9300 .
C36 C43 1.376(7) .
C36 H36 0.9300 .
C37 C39 1.403(6) .
C37 H37 0.9300 .
C38 C42 1.417(6) .
C38 H38 0.9300 .
C39 H39 0.9300 .
C40 C48 1.390(7) .
C40 H40 0.9300 .
C41 H41A 0.9600 .
C41 H41B 0.9600 .
C41 H41C 0.9600 .
C42 H42 0.9300 .
C43 C44 1.385(7) .
C44 H44 0.9300 .
C45 H45A 0.9600 .
C45 H45B 0.9600 .
C45 H45C 0.9600 .
C46 C48 1.387(8) .
C47 H47A 0.9600 .
C47 H47B 0.9600 .
C47 H47C 0.9600 .
C48 H48 0.9300 .
C49 H49A 0.9600 .
C49 H49B 0.9600 .
C49 H49C 0.9600 .
C2 C3 1.508(8) .
C2 H2A 0.9600 .
C2 H2B 0.9600 .
C2 H2C 0.9600 .
C3 C4 1.3900 .
C3 C8 1.3900 .
C4 C5 1.3900 .
C4 H4 0.9300 .
C5 C6 1.3900 .
C5 H5 0.9300 .
C6 C7 1.3900 .
C6 H6 0.9300 .
C7 C8 1.3900 .
C7 H7 0.9300 .
C8 H8 0.9300 .
Sb1 F3 1.852(4) .
Sb1 F6 1.854(3) .
Sb1 F4 1.858(3) .
Sb1 F5 1.863(4) .
Sb1 F1 1.871(4) .
Sb1 F2 1.876(4) .
Sb1B F2B 1.846(11) .
Sb1B F5B 1.847(10) .
Sb1B F4B 1.854(10) .
Sb1B F6B 1.859(10) .
Sb1B F3B 1.867(10) .
Sb1B F1B 1.877(11) .
C1 Cl1 1.760(8) .
C1 Cl2 1.775(7) .
C1 H1A 0.9700 .
C1 H1B 0.9700 .
C1B Cl1B 1.766(8) .
C1B Cl2B 1.776(7) .
C1B H1B1 0.9700 .
C1B H1B2 0.9700 .
C1C Cl1C 1.760(8) .
C1C Cl2C 1.775(7) .
C1C H1C1 0.9700 .
C1C H1C2 0.9700 .
loop_
_geom_torsion_atom_site_label_1
_geom_torsion_atom_site_label_2
_geom_torsion_atom_site_label_3
_geom_torsion_atom_site_label_4
_geom_torsion
_geom_torsion_site_symmetry_1
_geom_torsion_site_symmetry_4
C15 N12 C14 C26 139.1(4) . .
C29 N12 C14 C26 -32.7(5) . .
C15 N12 C14 C25 -44.6(5) . .
C29 N12 C14 C25 143.7(3) . .
C14 N12 C15 C40 150.9(4) . .
C29 N12 C15 C40 -37.4(5) . .
C14 N12 C15 C33 -29.3(5) . .
C29 N12 C15 C33 142.4(4) . .
C21 N13 C18 C26 -136.1(4) . .
C19 N13 C18 C26 32.1(5) 3_667 .
C21 N13 C18 C23 47.5(5) . .
C19 N13 C18 C23 -144.3(3) 3_667 .
C20 C17 C19 C22 -173.3(4) . .
C27 C17 C19 C22 3.0(6) . .
C20 C17 C19 N13 1.2(6) . 3_667
C27 C17 C19 N13 177.6(3) . 3_667
C19 C17 C20 C42 171.2(4) . .
C27 C17 C20 C42 -5.1(6) . .
C18 N13 C21 C35 -155.4(4) . .
C19 N13 C21 C35 36.6(5) 3_667 .
C18 N13 C21 C32 27.0(6) . .
C19 N13 C21 C32 -141.0(4) 3_667 .
C17 C19 C22 C24 -6.0(6) . .
N13 C19 C22 C24 179.6(3) 3_667 .
C17 C19 C22 C28 168.8(4) . .
N13 C19 C22 C28 -5.6(5) 3_667 .
C41 O9 C23 C16 -2.3(5) . .
C41 O9 C23 C18 174.2(3) . .
C25 C16 C23 O9 172.6(3) . .
C25 C16 C23 C18 -3.8(5) . .
C26 C18 C23 O9 -173.2(3) . .
N13 C18 C23 O9 3.2(5) . .
C26 C18 C23 C16 3.5(5) . .
N13 C18 C23 C16 179.9(3) . .
C19 C22 C24 C29 2.1(5) . .
C28 C22 C24 C29 -172.8(4) . .
C19 C22 C24 C31 -179.8(4) . .
C28 C22 C24 C31 5.2(6) . .
C45 O10 C25 C16 -0.9(5) . .
C45 O10 C25 C14 -177.5(3) . .
C23 C16 C25 O10 -173.0(3) . .
C23 C16 C25 C14 3.5(5) . .
C26 C14 C25 O10 174.0(3) . .
N12 C14 C25 O10 -2.3(5) . .
C26 C14 C25 C16 -2.7(5) . .
N12 C14 C25 C16 -179.1(3) . .
N12 C14 C26 C18 179.0(3) . .
C25 C14 C26 C18 2.5(5) . .
N13 C18 C26 C14 -179.4(3) . .
C23 C18 C26 C14 -2.9(5) . .
C19 C17 C27 C29 3.7(5) . .
C20 C17 C27 C29 -179.8(4) . .
C19 C17 C27 C30 -172.4(4) . .
C20 C17 C27 C30 4.1(6) . .
C19 C22 C28 C37 -176.1(4) . .
C24 C22 C28 C37 -1.4(6) . .
C17 C27 C29 C24 -7.4(6) . .
C30 C27 C29 C24 168.4(4) . .
C17 C27 C29 N12 177.9(3) . .
C30 C27 C29 N12 -6.2(6) . .
C31 C24 C29 C27 -173.5(4) . .
C22 C24 C29 C27 4.4(6) . .
C31 C24 C29 N12 1.2(6) . .
C22 C24 C29 N12 179.2(3) . .
C14 N12 C29 C27 102.7(4) . .
C15 N12 C29 C27 -69.3(5) . .
C14 N12 C29 C24 -72.2(4) . .
C15 N12 C29 C24 115.8(4) . .
C29 C27 C30 C38 -176.2(4) . .
C17 C27 C30 C38 -0.3(6) . .
C29 C24 C31 C39 172.4(4) . .
C22 C24 C31 C39 -5.5(6) . .
C35 C21 C32 C36 3.4(7) . .
N13 C21 C32 C36 -178.9(4) . .
C40 C15 C33 C34 -2.9(7) . .
N12 C15 C33 C34 177.3(4) . .
C15 C33 C34 C46 -0.3(7) . .
C32 C21 C35 C44 -2.1(7) . .
N13 C21 C35 C44 -179.8(4) . .
C21 C32 C36 C43 -2.2(8) . .
C22 C28 C37 C39 -2.3(7) . .
C27 C30 C38 C42 -2.6(7) . .
C24 C31 C39 C37 1.9(7) . .
C28 C37 C39 C31 2.1(7) . .
C33 C15 C40 C48 3.4(8) . .
N12 C15 C40 C48 -176.9(5) . .
C17 C20 C42 C38 2.2(7) . .
C30 C38 C42 C20 1.7(8) . .
C32 C36 C43 O8 179.6(5) . .
C32 C36 C43 C44 -0.3(9) . .
C47 O8 C43 C36 178.3(6) . .
C47 O8 C43 C44 -1.8(9) . .
C21 C35 C44 C43 -0.3(8) . .
C36 C43 C44 C35 1.5(9) . .
O8 C43 C44 C35 -178.3(5) . .
C49 O11 C46 C48 -6.9(10) . .
C49 O11 C46 C34 173.6(6) . .
C33 C34 C46 O11 -177.3(5) . .
C33 C34 C46 C48 3.2(9) . .
O11 C46 C48 C40 177.8(6) . .
C34 C46 C48 C40 -2.7(10) . .
C15 C40 C48 C46 -0.5(9) . .
C8 C3 C4 C5 0.0 . .
C2 C3 C4 C5 177.4(7) . .
C3 C4 C5 C6 0.0 . .
C4 C5 C6 C7 0.0 . .
C5 C6 C7 C8 0.0 . .
C6 C7 C8 C3 0.0 . .
C4 C3 C8 C7 0.0 . .
C2 C3 C8 C7 -177.4(7) . .
